Structure of a novel bisindole derivative.
Structure of a novel bisindole derivative.
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新型双吲哚衍生物的结构。
DOI：
10.1107/s0108270190013191
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发表时间：
1991
期刊：
影响因子：
--
通讯作者：
Davis,BE
中科院分区：
文献类型：
--
作者：
Lynch,VM;Stamford,A;Magnus,P;Davis,BE
(3aR-{3aa, 4/3, 5a3, 9 [1R, 3R (2S), 5R, 7aS,-12aS], 10bR, 13aa})-Methyl-4-(acetyloxy)-3a-ethyl-3a, 4, 5, 5a, 6, 11, 12, 13a-octahydro, 9-[1, 2, 3, 4, 6, 7, 7a,-12-octahydro-3-(2-hydroxy-2-hydroxymethylbutyl)-1-(methoxycarbonyl) indolizino [1, 2-b] indol-7a-yl]-5-hydroxy-8-methoxy-6-methyl-1 H-indolizino [8, 1-c, d]-carbazole-5-carboxylate methanol hydrate solvate, C46H60N4Olo. CH3OH. H2O, Mr= 879-06, mono-clinic, P21, a= 8" 2878 (8), b= 31.018 (4), c= 9-2267 (7) A,/3= 105.211 (7), V= 2288.8 (4) A3, Z= 2, Dx= l'28gcm-3,/z= 0.8580 cm-t, MoKa radiation, A= 0.7107 A, F (000)= 944, T= 198 K, R= 0-0382 for 2931 reflections [Fo-> 4tr (Fo)]. A very short intramolecular hydrogen-bonding interaction is observed between the hydroxyl group and N9 of the vindoline portion of the molecule. The relevant parameters are: O3--H30-.. N9, O--. N 2.598 (4), H.--N 1.68 (5) A, O---H-.. N 164 (5). Molecules related by the 21 screw operation are hydro-gen bonded into columns parallel to b. The relevant hydrogen-bonding parameters are: O18'--H180'---O3 (-x, 0-5+ y, 1+ z), O-.-O 2-925 (4), H-.. O 2-36 (6) A, O--H... O 119 (5); O18'--H180'... O23 (-x, 0.5+ y, lz), O... O 3.089 (4), H.--O 2.17 (6) A, O---H.-. O 168 (5); O19'--H190'-.-O3 (-x, 0.5+ y, 1-z), O... O 2.801 (4), H--. O 1.88 (6) A, O--H... O 169 (5). The hydrogen bonding at H180'is bifurcated and the O3... H... O23 angle is 70 (2). The solvent methanol molecule 0108-2701/91/061342-04503.00(C1A, O1A) and water molecule (O1B) are also involved in hydrogen-bonding interactions with the following parameters: O1A--H1A-.-O19'(1+ x, y, z), O... O 2.711 (5), H... O 1.77 (9) A, O--H... O 156 (7); O1B--H1B... O18', O'-'O 2-932 (5), H.--O 1" 86 (12) A, O---H'" O 161 (9); O1B--H2B'" O1A, O'" O 2.777 (6), H"'O 1" 98 (7) A, O---H.--178 (7).Experimental.(1) was obtained in two steps from the product of a novel coupling reaction between the Aspidosperma alkaloid vindoline and a substituted indolizino [8, 7-b] indole derivative (Magnus, Ladow, Elliot & Kim, 1989; Magnus, Stamford & Ladlow, 1990). The absolute configuration of (1) was assigned
